3beta,16alpha,23,28,30-pentahydroxyoleana-11,13(18)-diene 3-O-beta-D-glucopyranosyl-(1→2)-beta-D- glucopyranosyl-(1→3)-beta-D-fucopyranoside - Compound Card

3beta,16alpha,23,28,30-pentahydroxyoleana-11,13(18)-diene 3-O-beta-D-glucopyranosyl-(1→2)-beta-D- glucopyranosyl-(1→3)-beta-D-fucopyranoside

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3beta,16alpha,23,28,30-pentahydroxyoleana-11,13(18)-diene 3-O-beta-D-glucopyranosyl-(1→2)-beta-D- glucopyranosyl-(1→3)-beta-D-fucopyranoside

Family: Plantae - Apiaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Saikosaponin

Canonical Smiles	OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3(C([C@]2(C)CO)CC[C@@]2(C3C=CC3=C4C[C@@](C)(CO)CC[C@@]4([C@@H](C[C@@]23C)O)CO)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C48H78O19/c1-22-31(55)38(66-42-39(35(59)33(57)26(18-50)64-42)67-40-36(60)34(58)32(56)25(17-49)63-40)37(61)41(62-22)65-30-10-11-44(3)27(45(30,4)20-52)9-12-46(5)28(44)8-7-23-24-15-43(2,19-51)13-14-48(24,21-53)29(54)16-47(23,46)6/h7-8,22,25-42,49-61H,9-21H2,1-6H3/t22-,25-,26-,27?,28?,29-,30+,31+,32-,33-,34+,35+,36-,37-,38+,39-,40+,41+,42+,43+,44+,45+,46-,47-,48-/m1/s1
InChIKey	NYONVEWSXDBIKC-LDEWMTJOSA-N
Formula	C₄₈H₇₈O₁₉
HBA	19
HBD	13
MW	959.13
Rotatable Bonds	11
TPSA	318.37
LogP	-1.52
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	958.51
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Bupleurum spinosum	Apiaceae	Plantae	199135

Showing of synonyms

Barrero AF, Haïdour A, et al. (2000). Saikosaponins from roots of Bupleurum gibraltaricum and Bupleurum spinosum. Phytochemistry,2000,54(8),741-745. [View] [PubMed]

Pubchem: 162939680

Nmrshiftdb2: 60045924

No compound-protein relationship available.

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC(OCC6)CC6OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 959.13 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 959.13 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 959.13 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 959.13 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 959.13 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 959.13 g/mol

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 959.13 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 959.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.56
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 5589.510
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 731367.93

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.790
Plasma Protein Binding: 71.28
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.450
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 149291049.380
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -68.650
Log(P): -0.35
Log S: -1.98
Log(Vapor Pressure): -4915898.72
Melting Point: 217.0
pKa Acid: -35728.22
pKa Basic: -263.85

No predicted protein targets found for this compound.